Carbohydrate research

Revisit of the phenol O-glycosylation with glycosyl imidates, BF 3· OEt 2 is a better catalyst than TMSOTf

Y Li, H Mo, G Lian, B Yu

文献索引：Li, Yali; Mo, Huaping; Lian, Gaoyan; Yu, Biao Carbohydrate Research, 2012 , vol. 363, p. 14 - 22

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被引用次数: 11

摘要

With BF3· OEt2 as the catalyst, the glycosylation of phenols with glycosyl trichloroacetimidates (or N-phenyl trifluoroacetimidates) bearing 2-O-participating groups leads to the desired 1, 2-trans-O-glycosides in generally excellent yields without formation of the 1, 2-cis-anomers. However, with TMSOTf as the catalyst, the outcomes of the corresponding phenol O-glycosylation are highly dependent on the nucleophilicity of the ...